CN110709056B - Aqueous microemulsion - Google Patents
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- CN110709056B CN110709056B CN201880035951.9A CN201880035951A CN110709056B CN 110709056 B CN110709056 B CN 110709056B CN 201880035951 A CN201880035951 A CN 201880035951A CN 110709056 B CN110709056 B CN 110709056B
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/068—Microemulsions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
- A61L9/012—Deodorant compositions characterised by being in a special form, e.g. gels, emulsions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
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Abstract
The present invention relates to a stable and clear microemulsion comprising: an oil phase comprising a hydrophobic active; an aqueous phase; and a surfactant system comprising: a nonionic primary surfactant system; a first nonionic co-surfactant system, and a second nonionic co-surfactant system.
Description
Technical Field
The present invention relates to an aqueous microemulsion comprising a nonionic surfactant system. More particularly, the surfactant system comprises at least one nonionic primary surfactant system, at least a first nonionic co-surfactant system, and at least a second nonionic co-surfactant system.
Perfuming compositions and consumer products, in particular in the form of home care products or personal care products, comprising said microemulsions are also part of the present invention.
Background
Microemulsions are liquid dispersions of water and oil, which are generally made homogeneous, transparent and stable by the addition of relatively large amounts of surfactants. Aqueous consumer products in home care, such as all-purpose cleaners in body care and personal care, shampoos, body washes, aerosols or ethanol-free products, are usually oil-in-water microemulsions in which the dispersed oil phase contains a non-polar active substance, such as a perfume. Emulsions are metastable systems that eventually phase separate after long term storage, and microemulsions, as opposed to emulsions, form spontaneously and are thermodynamically stable. Microemulsions are very sensitive to composition and temperature, and the formulation of microemulsions requires that an appropriate balance be found between the major ingredients water, oil, surfactant and optionally other additives. In particular, the match between the oil phase and the polarity of the surfactant is crucial for the formation of a microemulsion with an optimal composition that allows the dissolution of a large amount of oil. The addition of a co-surfactant and a water-miscible co-solvent helps to increase the stability window in terms of temperature and solubilization capacity, thereby providing such microemulsions with a good balance and a stable colloidal system.
It is now not desirable to incorporate large amounts of surfactant relative to the amount of perfume (hydrophobic active) for the purposes of the present invention, for example for the perfume industry. The use of large amounts of surfactants is undesirable from a sustainability standpoint. Adding less material will reduce the content of organic chemicals in the wastewater. It also helps to reduce the cost of the final product. In addition, for certain applications such as aerosols, lower amounts of surfactant reduce the level of non-volatile components, thus reducing solid deposits after spraying. Finally, small amounts of surfactant, when used in body care products or personal care products or sprays, can reduce irritation of inhalation into the skin or lungs.
In particular, skin irritation is primarily a function of surfactant polarity and charge. The most irritating to the skin is known to be cationic surfactants followed by anionic, nonionic and amphoteric surfactants.
Furthermore, in the industrial development of microemulsions it is very important that the formulations can be used in a variety of different categories and application products. One different basic parameter is the amount of oil phase (e.g. perfume) used in different applications.
Microemulsions have been widely described in the prior art. For example, EP0571677 and US5374614 disclose aqueous perfume oil microemulsions comprising a surfactant system consisting of a primary surfactant and a co-surfactant.
Even though microemulsions are well known in the art, the stability of these microemulsions may be improved.
Therefore, it is desirable to provide a microemulsion that is stable over a wide range of oil phase concentrations and thus suitable for different applications.
Disclosure of Invention
The present invention discloses that by using a specific combination between a primary surfactant and a co-surfactant, microemulsions containing low amounts of surfactants can be obtained, as well as clarity, flow and stability requirements.
Accordingly, a first object of the present invention is a microemulsion comprising:
-an oil phase comprising a hydrophobic active ingredient, preferably a perfume;
-an aqueous phase; and
-a surfactant system comprising:
■ A nonionic primary surfactant system;
■ A first nonionic co-surfactant system, and
■ A second nonionic co-surfactant system;
the method is characterized in that:
-the nonionic primary surfactant system comprises at least one ethoxylated alcohol having from 5 to 19 PEG units;
-the first non-ionic co-surfactant system comprises a PEG-modified hydrogenated castor oil having more than 19 PEG units and a polypropoxylated-polyethoxylated alcohol; and
-the second non-ionic co-surfactant system is selected from the group consisting of ethoxylated alcohols with more than 19 PEG units, PEG-modified hydrogenated castor oil with more than 19 PEG units and mixtures thereof.
A second object of the present invention is a perfuming composition comprising a microemulsion as defined herein, at least one ingredient selected from the group consisting of perfuming co-ingredients, a perfume carrier and mixtures thereof, and optionally at least one perfume adjuvant.
A third and fourth object of the present invention describe a consumer product comprising a microemulsion or a perfuming composition as defined herein.
Finally, a final object of the present invention is to use a surfactant system comprising at least one nonionic primary surfactant system, at least a first nonionic co-surfactant system and at least a second nonionic co-surfactant system to stabilize a microemulsion comprising an oil phase and an aqueous phase;
the method is characterized in that:
the nonionic primary surfactant system comprises at least one ethoxylated alcohol having from 5 to 19 PEG units;
a first nonionic co-surfactant system comprising a PEG-modified hydrogenated castor oil having more than 19 PEG units and a polypropoxylated-polyethoxylated alcohol, and
a second nonionic co-surfactant system selected from the group consisting of ethoxylated alcohols having greater than 19 PEG units, PEG-modified hydrogenated castor oil having greater than 19 PEGs, and mixtures thereof.
Detailed Description
Due to the synergistic effect in the surfactant system, the microemulsions of the present invention contain a small amount of surfactant and are in the form of stable and transparent oil dispersions over a large temperature range, regardless of the concentration of the oil phase in the microemulsion (e.g. perfume oil).
Accordingly, a first object of the present invention is a microemulsion comprising:
-an oil phase comprising a hydrophobic active ingredient, preferably a perfume;
-an aqueous phase; and
-a surfactant system comprising:
■ A nonionic primary surfactant system;
■ A first nonionic co-surfactant system, and
■ A second nonionic co-surfactant system;
the method is characterized in that:
-the nonionic primary surfactant system comprises at least one ethoxylated alcohol having from 5 to 19 PEG units;
-the first non-ionic co-surfactant system comprises a PEG-modified hydrogenated castor oil having more than 19 PEG units and a polypropoxylated-polyethoxylated alcohol; and
-the second non-ionic co-surfactant system is selected from the group consisting of ethoxylated alcohols with more than 19 PEG units, PEG-modified hydrogenated castor oil with more than 19 PEG units and mixtures thereof.
According to the present invention, the terms "PEG-modified hydrogenated castor oil with more than 19 PEGs" and "modified hydrogenated castor oil with more than 19 PEGs" are used indiscriminately.
"PEG-modified hydrogenated castor oil" refers to a compound obtained by reacting 1 mole of hydrogenated castor oil with n moles of ethylene oxide. According to the invention, n is greater than 19, preferably between 20 and 60, more preferably 30, 40 or 60.
It should be understood that a "microemulsion" is a liquid dispersion of water and oil that forms naturally when the oil, water, surfactant and co-surfactant, and optionally co-solvent, are mixed together. The droplets of the miniemulsion have a narrow droplet size distribution, with the average diameter generally falling below 100nm.
The microemulsions according to the present invention have been shown to be transparent at Room Temperature (RT) and stable over a wide temperature range (typically RT ± 10-20 ℃).
The term "transparent" means that the microemulsion has a 100% transmission value in visible light (500-800 nm) at a 1cm pathlength with deionized water as a reference, in the absence of a colorant or fluorescent agent.
Surfactant system
The surfactant system of the present invention comprises:
-a nonionic primary surfactant system;
a first nonionic cosurfactant system, and
-a second non-ionic co-surfactant system.
According to the present invention, it is understood that the primary surfactant system and/or the first nonionic co-surfactant system and/or the second nonionic co-surfactant system may be an aqueous mixture of nonionic surfactants.
Nonionic surfactant
According to the invention, the nonionic primary surfactant must be compatible with the hydrophobic active ingredient. In particular, in order to produce high performance microemulsions in terms of solubilization capacity and temperature stability, the polarity of the oil should be matched to the polarity of the surfactant used. Thus, depending on the nature of the hydrophobic active ingredient, the skilled person will be able to select a suitable primary surfactant, in particular according to its well-known parameter HLB (hydrophilic lipophilic balance).
According to one embodiment, the HLB of the non-ionic primary surfactant is from 9 to 18, preferably from 10 to 15.
According to one embodiment, the alkyl group of the ethoxylated alcohol of the nonionic primary surfactant system is selected from the group consisting of linear, branched primary and secondary alcohols having a chain length comprising a total number of carbon atoms of from 8 to 18.
Typically, the nonionic primary surfactant is selected from the group consisting of PEG (7), PEG (9), PEG (12) secondary alcohol ethoxylates and mixtures thereof.
According to one embodiment, the nonionic primary surfactant system comprises two or three nonionic primary surfactants, preferably selected from the group consisting of PEG (7), PEG (9), PEG (12) secondary alcohol ethoxylates.
Preferably, the microemulsion contains from 0.05 to 30 wt% of the primary surfactant system, based on the total weight of the microemulsion.
Nonionic cosurfactant system
According to the invention, the surfactant system comprises, in addition to the primary surfactant, two co-surfactant systems, namely a first co-surfactant system and a second co-surfactant system.
The use of co-surfactants in the surfactant system can improve the temperature stability of the microemulsion by enlarging the transparent microemulsion region in the temperature-fragrance concentration phase diagram.
Preferably, the microemulsion contains from 0.05 to 30 wt% of the co-surfactant system, based on the total weight of the microemulsion.
A first nonionic co-surfactant system
According to the invention, the first non-ionic co-surfactant system comprises a PEG-modified hydrogenated castor oil having more than 19 PEG units and a polypropoxylated-polyethoxylated alcohol.
According to one embodiment, the PEG-modified hydrogenated castor oil present in the first co-surfactant system is a PEG-modified hydrogenated castor oil having from 20 to 60 PEG units.
According to another embodiment, the polypropoxylated-polyethoxylated alcohol present in the first co-surfactant system is a butyl alcohol ether.
According to a particular embodiment, the first co-surfactant system comprises PPG-26 Buteth-26 (Buteth-26) and PEG-modified hydrogenated castor oil having 40 PEG units.
According to another embodiment, the first co-surfactant comprises and preferably consists of a mixture of: PPG-26 Butaneth-26, PEG-modified hydrogenated castor oil having 40 PEG units, and water. The mixtures are commercially available and are designated by the trademark
(sources: LCW sensor Cosmetic Technologies) are well known.
A second nonionic co-surfactant system
According to the present invention, the second co-surfactant system comprises at least one non-ionic surfactant selected from the group consisting of an ethoxylated alcohol with more than 19 PEG units or a second PEG-modified hydrogenated castor oil with more than 19 PEG units and mixtures thereof.
According to one embodiment, the second co-surfactant is an ethoxylated alcohol having from 20 to 60 PEG units.
The alkyl group of the ethoxylated alcohol of the second co-surfactant is preferably selected from the group consisting of linear, branched primary and secondary alcohols with a chain length comprising a total number of carbon atoms of from 8 to 18.
According to one embodiment, the HLB of the ethoxylated alcohol is between 14 and 18.
Typically, the second co-surfactant is selected from the group consisting of PEG (20), PEG-30 or PEG-40 secondary alcohol ethoxylates and mixtures thereof.
According to another embodiment, the second co-surfactant is a PEG-modified hydrogenated castor oil, preferably having from 20 to 60 PEG units.
According to a particular embodiment, the second co-surfactant is a PEG-modified hydrogenated castor oil having 30 PEG units, 40 PEG units, 60 PEG units, and mixtures thereof.
According to one embodiment, the hydrogenated castor oil modified to comprise PEG with more than 19 PEG units in the first co-surfactant system is different from the hydrogenated castor oil modified to comprise PEG with more than 19 PEG units in the second co-surfactant system.
"different PEG-modified hydrogenated castor oil" refers to PEG-modified hydrogenated castor oil having a polarity that varies with different lengths of PEG chains.
According to another particular embodiment, the surfactant system comprises, preferably consists of, a solubilizer LRI and PEG (40) modified hydrogenated castor oil as second co-surfactant.
For example, PEG (40) modified hydrogenated castor oil is commercially available and is well known under the trademark Cremophor RH40 (source: BASF).
According to a particular embodiment:
-the first co-surfactant system comprises PPG-26 buthaneth-26 and a PEG-modified hydrogenated castor oil having 40 PEG units, and
-the second co-surfactant system comprises a non-ionic surfactant selected from the group consisting of PEG-modified hydrogenated castor oil with 30 PEG units, 40 PEG units, 60 PEG units and mixtures thereof.
According to one embodiment, the weight ratio between the primary surfactant system and the co-surfactant system is from 5. In a particular embodiment, the ratio is 50.
According to one embodiment, the weight ratio between the second co-surfactant system and the first co-surfactant system is from 5. In a particular embodiment, the preferred ratio is 40. In another embodiment, the ratio is 90.
As previously mentioned, the microemulsions of the present invention have low amounts of surfactants and form stable and clear solutions even when the microemulsions have a high concentration of an oil phase (e.g., perfume).
Thus, according to one embodiment, the weight ratio Rw between the hydrophobic active ingredient and the surfactant system satisfies the following formula: 0.7. Ltoreq. Rw.ltoreq.2, preferably 1. Ltoreq. Rw.ltoreq.2.
According to a particular embodiment, the surfactant system comprises:
-at least one non-ionic primary surfactant,
-at least a first non-ionic co-surfactant, and
-at least a second non-ionic co-surfactant.
Optionally other surfactants
According to one embodiment, the surfactant system further comprises at least one surfactant selected from the group consisting of cationic surfactants, anionic surfactants, amphoteric surfactants, and mixtures thereof.
According to a particular embodiment, the surfactant system comprises an amphoteric surfactant.
Non-limiting examples of amphoteric surfactants include alkyl betaines, alkyl sulfobetaines, alkyl amine oxides, lecithins (phospholipids) such as phosphatidylcholine, and mixtures thereof.
This embodiment is particularly suitable when the concentration of the oil phase is about 10%.
According to a particular embodiment, the amphoteric surfactant is lecithin.
According to a particular embodiment, the surfactant system comprises, preferably consists of:
-at least one non-ionic primary surfactant,
-at least a first non-ionic co-surfactant,
-at least a second non-ionic co-surfactant, and
-at least one amphoteric surfactant.
Non-limiting examples of cationic surfactants include quaternary ammonium compounds, benzalkonium chloride, and mixtures thereof.
Non-limiting examples of anionic surfactants include alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, aryl sulfonates, isethionates, mono-or dialkyl sulfosuccinates, alkyl amphoacetates, acyl amino acid derivatives such as taurates, sarcosinates, glycinates, alaninates, glutamates, alkyl carboxylates, and mixtures thereof.
According to one embodiment, the surfactant system is free of cationic and/or ionic surfactants.
According to one embodiment, the surfactant system is free of cationic surfactants and/or anionic surfactants.
Organic cosolvent
According to one embodiment, the microemulsion further comprises a water-miscible organic co-solvent, preferably selected from the group consisting of mono-and multi-component solvents, to further stabilize the microemulsion. Non-limiting examples of such solvents can be found in the group comprising ethanol, propanol, propylene glycol, hexylene glycol, dipropylene glycol, glycerol, diisopropylene glycol, butylene glycol (1, 3-butylene glycol), and isopropanol, and mixtures thereof.
Oil phase comprising hydrophobic active ingredients
By "hydrophobic active" is meant any active (single ingredient or mixture of ingredients) that forms a two-phase dispersion when mixed with water.
The hydrophobic active ingredient is preferably selected from the group consisting of flavorings, flavor ingredients, fragrances, fragrance ingredients, nutraceuticals, cosmetics, insect repellents, germicidal actives and mixtures thereof.
The nature and type of the insect repellent present in the hydrophobic inner phase does not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of his general knowledge and according to the intended use or application.
Non-limiting examples of such insect repellents include essential oils of birch, DEET (N, N-diethyl m-toluamide), eucalyptus citriodora (Corymbia citriodora) and its active compounds p-menthane-3, 8-diol (PMD), ericardin (hydroxyethylisobutylpiperidinate), nepetalactone (nepalactone), citronella oil, neem oil, myrica rubra (Myrica), prodigiosin (dimethycarbate), tricyclodecenyl allyl ether, IR3535 (ethyl 3- [ N-butyl-N-acetyl ] aminopropionate, ethyl hexanediol, dimethyl phthalate, metofluthrin (metoluthrin), deetholone (indolone), SS220, anthranilate-based insect repellents, and mixtures thereof.
According to a particular embodiment, the hydrophobic active ingredient comprises a mixture of a perfume with another ingredient selected from the group consisting of nutraceuticals, cosmetics, insect repellents and bactericidal actives.
According to a particular embodiment, the hydrophobic active comprises a perfume.
According to a particular embodiment, the hydrophobic active consists of a perfume.
By "perfume oil" (or also "perfume") is meant herein an ingredient or composition that is liquid at about 20 ℃. According to any one of the above embodiments, the perfume oil can be a mixture of ingredients, either alone or in a perfuming composition. By "perfuming ingredient" is meant herein a compound, the main purpose of which is to impart or modify an odor. In other words, such an ingredient, to be considered as being a perfuming one, must be recognized by a person skilled in the art as being able to impart or modify in at least a positive or pleasant way the odor of a composition, and not just as having an odor. For the purposes of the present invention, perfume oils also include combinations of perfuming ingredients with substances that together improve, enhance or modify the delivery of the perfuming ingredients, such as pro-perfume emulsions or dispersions, as well as combinations that confer benefits other than modifying or imparting odor, such as persistence, eruption, malodor counteraction, antibacterial effect, microbial stability, insect control.
The nature and type of perfuming ingredients present in the hydrophobic internal phase do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of its general knowledge and according to the intended use or application and the desired organoleptic effect. In general, these perfuming ingredients belong to different chemical classes as varied as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulphurous heterocyclic compounds and essential oils, and said perfuming co-ingredients can be of natural or synthetic origin. In any case, many of these co-ingredients are listed in references such as the works of s.arctander (Perfume and flavour Chemicals,1969, montclair, new jersey, usa) or other works of a newer version thereof or similar nature, as well as in rich patent literature within the field of perfumery. It should also be understood that said ingredients can also be compounds known to release in a controlled manner various types of perfuming compounds.
The perfuming ingredients can be dissolved in solvents currently used in the perfumery industry. The solvent is preferably not an alcohol. Examples of such solvents are diethyl phthalate, isopropyl myristate,
(rosin resins, available from Eastman), benzyl benzoate, ethyl citrate, limonene or other terpenes or isoparaffins. Preferably, the solvent is very hydrophobic and highly sterically hindered, e.g.
Or benzyl benzoate. Preferably, the perfume comprises less than 30% solvent. More preferably, the perfume comprises less than 20%, even more preferably less than 10% of solvent, all these percentages being by weight relative to the total weight of the perfume. Most preferably, the perfume is substantially free of solvent.
According to one embodiment, the oil phase concentration is from 0.5 to 40% by weight, preferably from 10 to 30% by weight, more preferably from 15 to 30% by weight of the microemulsion.
The compositions of the present invention may be prepared according to any method known in the art.
A suitable method is to add the primary surfactant, co-surfactant, hydrophobic active and co-solvent in that order and mix the components uniformly. Water is then added with stirring to obtain the desired concentration.
According to the above preparation method, a stable, transparent, clear microemulsion having a high oil content can be prepared by using a minimum amount of surfactant.
Perfuming composition
Another object of the present invention is a perfuming composition comprising a microemulsion, at least one ingredient selected from the group consisting of a perfuming co-ingredient, a perfume carrier and mixtures thereof, and optionally at least one perfume adjuvant.
As liquid fragrance carriers, mention may be made, as non-limiting examples, of emulsifying systems, i.e. solvent and surfactant systems, or solvents commonly used in fragrances. The nature and type of solvents commonly used in perfumery cannot be exhaustive here. However, as non-limiting examples, mention may be made of the most commonly used solvents, such as dipropylene glycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2- (2-ethoxyethoxy) -1-ethanol or ethyl citrate. For compositions comprising both a fragrance carrier and a fragrance adjunct, other suitable fragrance carriers besides those previously specified may be ethanol, water/ethanol mixtures, limonene or other terpenes, isoparaffins, e.g. under the trademark isoalkanes
(original place: exxon Chemical) or glycol ethers and glycol ether esters, e.g. under the trade mark
(original place: dow Chemical Company) known to those skilled in the art. By "perfumery adjuvant" is meant herein a compound which is used in a perfuming formulation or composition to impart a hedonic effect and which is not as defined aboveAnd (4) microcapsules. In other words, the skilled person must realise that such adjuvants, which are considered perfuming, are capable of imparting or modifying in a positive or pleasant way the odor of a composition, and not merely of having an odor
The nature and type of the perfuming co-ingredients present in the perfuming compositions do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of its general knowledge and according to the intended use application, as well as the desired organoleptic effect. In general, these perfuming co-ingredients belong to chemical classes as varied as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulphurous heterocyclic compounds and essential oils, and can be of natural or synthetic origin. In any case, many of these co-ingredients are listed in references such as the works of s.arctander (Perfume and flavour Chemicals,1969, montclair, new jersey, usa) or other works of a newer version thereof or similar nature, as well as in rich patent literature within the field of perfumery. It will also be understood that the co-ingredients may also be compounds known to release in a controlled manner various types of perfuming compounds.
By "fragrance aid" is meant herein an ingredient that is capable of imparting color, particular light fastness, chemical stability, and other additional benefits. A detailed description of the nature and type of adjuvants commonly used in perfuming bases is not exhaustive, but it must be mentioned that said ingredients are well known to the person skilled in the art.
Consumer product
The microcapsules of the invention can be advantageously used in different fields of perfumery, i.e. fine (fine) or functional perfumery.
Therefore, another object of the present invention is a consumer product, preferably a perfuming consumer product, comprising a microemulsion as defined above.
For the sake of clarity, it must be mentioned that by "perfuming consumer product" it is meant a consumer product intended to deliver at least one pleasant perfuming effect to the surface or space (e.g. skin, hair, fabric or household surface) to which it is applied. In other words, a perfuming consumer product according to the invention is a perfumed consumer product comprising the functional formulation and optionally an additional benefit agent corresponding to the desired consumer product, e.g. a detergent or an air freshener, and an olfactory effective amount of at least one compound of the invention.
The nature and type of the ingredients of the perfumery consumer product do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of its general knowledge and according to the nature and the desired effect of said product. These formulations do not warrant a detailed description here, but in any case are not exhaustive. The selection of suitable components is well within the skill of the art in formulating such consumer products based on their general knowledge and the available literature.
In particular, examples of such formulations can be found in patents and patent applications relating to such products, for example WO2008/016684, US2007/0202063, WO2007/062833, WO2007/062733, WO2005/054422, EP1741775, GB2432843, GB2432850, GB2432851, GB2432852, WO 9850011, WO2013174615 or WO2012084904.
Non-limiting examples of suitable perfumery consumer products include perfumes, such as fine perfumes, spread perfumes (splash), colognes or after-shave lotions; fabric care products such as liquid or solid detergents, fabric softeners, fabric fresheners, ironing waters, or bleaches; body care products such as hair care products (e.g. shampoos, conditioners, colorants or hair sprays; cosmetic preparations (e.g. vanishing creams, body lotions, deodorants or antiperspirants), or skin care products (e.g. perfumed soaps, shower or bath mousses, oils, salts or hygiene products), air care products such as air fresheners, or household care products such as all-purpose cleaners, liquid dishwashing products, toilet bowl cleaners or products for cleaning various surfaces, sprays and wipes for treating/refreshing textiles or hard surfaces (floors, tiles, stone floors, etc.).
The microemulsions of the present invention may be concentrated or diluted, i.e. they may contain large amounts of water, or conversely may contain large amounts of perfume.
According to one embodiment, the consumer product is in the form of a household cleaning product, a household fragrance product, a pest control product or a shoe care product and comprises a microemulsion or a perfuming composition as defined in the present invention.
According to a particular embodiment, the consumer product is an air freshener.
According to the previous embodiment, the microemulsion of the invention is in a form suitable for diffusion through this type of air freshener device to its surroundings.
According to another embodiment, the consumer product is in the form of a fine fragrance product, a personal care product, an oral care product comprising a microemulsion as defined above.
Thus, depending on the application, in this type of device, the microemulsion may also comprise optional ingredients such as corrosion inhibitors, antioxidants, dyes, bittering agents, uv inhibitors, preservatives, chelating agents and any other suitable oil or water soluble ingredients which would constitute no more than 3% w/w, or even 2% w/w, relative to the total weight of the composition.
Another object of the present invention is a process for stabilizing a microemulsion comprising an oil phase and an aqueous phase, which comprises adding to said microemulsion a surfactant system comprising:
● A nonionic primary surfactant system;
● A first nonionic co-surfactant system, and
● A second nonionic co-surfactant system;
the method is characterized in that:
-the nonionic primary surfactant system comprises at least one ethoxylated alcohol having from 5 to 19 PEG units;
-the first non-ionic co-surfactant system comprises a PEG-modified hydrogenated castor oil having more than 19 PEG units and a polypropoxylated-polyethoxylated alcohol, and
-the second non-ionic co-surfactant system is selected from the group consisting of ethoxylated alcohols with more than 19 PEG units, PEG-modified hydrogenated castor oil with more than 19 PEGs and mixtures thereof.
Finally, a final object of the invention is the use of a surfactant system comprising:
● A nonionic primary surfactant system;
● A first nonionic co-surfactant system, and
● A second nonionic co-surfactant system;
to stabilize a microemulsion comprising an oil phase and an aqueous phase,
the method is characterized in that:
-the nonionic primary surfactant system comprises at least one ethoxylated alcohol having from 5 to 19 PEG units;
-the first non-ionic co-surfactant system comprises a PEG-modified hydrogenated castor oil having more than 19 PEG units and a polypropoxylated-polyethoxylated alcohol; and
-the second non-ionic co-surfactant system is selected from the group consisting of ethoxylated alcohols with more than 19 PEG units or PEG-modified hydrogenated castor oil with more than 19 PEG units and mixtures thereof.
The microemulsions of the present invention have proven to be particularly stable over a wide temperature range and a wide range of oil phase concentrations.
The invention will now be further described by way of examples. It should be understood that the claimed invention is not intended to be limited in any way by these examples.
Examples
A first section: sample preparation
Sequentially adding a main surfactant system, a cosurfactant system, a hydrophobic active ingredient (aromatic oil) and an organic cosolvent, and uniformly mixing. Demineralized water was then added with stirring to obtain the desired concentration. The samples were allowed to equilibrate at room temperature for at least 24 hours prior to measurement.
A second section: temperature stability measurement
The temperature stability of the microemulsion was monitored on a crystallline PV device from Technobis, the netherlands. The samples were transferred to clear 5mL glass vials equipped with a magnetic stir bar and an overhead stirrer. Each sample was separately subjected to cooling and heating cycles. The first cooling step was applied from 20 ℃ to 3 ℃ at a cooling rate of-1 ℃/min, and then heated to 60 ℃ at a heating rate of +1 ℃/min. Finally, a cooling step is carried out at a cooling rate of-0.5 ℃/min from 60 ℃ to 3 ℃. The turbidity of the sample was monitored by an LED detector and expressed as a percentage. The path length is about 1.4cm. The transparency of the sample is defined by the transmission of 100% in the crystallline PV device. When the signal passes from a transmission below 100% (opaque) to a transmission below 100% (transparent), a temperature limit is detected on the final cooling ramp, indicating an upper temperature limit for the transparent region of the temperature phase diagram, and when the signal passes from a transmission below 100% to a transmission below 100%, indicating a lower temperature limit for the transparent region of the temperature phase diagram.
Third stage: aromatic agent for use
The different fragrances used in the following examples were prepared by mixing the following main ingredients in the proportions shown in tables 1 to 4 below.
TABLE 1: composition of fragrance F1
1) 2-Phenylethanol
2) (+ -) -tetrahydro-2-isobutyl-4-methyl-4 (2H) -pyranol, derived from: switzerland Geneva Firmenich SA
3) Methyl 2- ((1rs, 2rs) -3-oxo-2-pentylcyclopentyl) acetate, source: switzerland Geneva Firmenich SA
4) (+ -) -2, 6-dimethyl-7-octen-2-ol
5) 3, 7-dimethyl-2, 6-octadien-1-ol
6) (+ -) -3, 7-dimethyl-6-octen-1-ol
7) Propionic acid (+) - (1S,1 'R) -2- [1- (3', 3 '-dimethyl-1' -cyclohexyl) ethoxy ] -2-methylpropyl ester, source: switzerland Geneva Firmenich SA
8) (+ -) -1- (octahydro-2, 3, 8-tetramethyl-2-naphthyl) -1-ethanone, from: international Flavors & Fragrances of the United states
9) 1-oxa-12/13-cyclohexadecen-2-ones
10 (+ -) - (4E) -3-methyl-4-cyclopentadecen-1-one
TABLE 2: composition of the fragrance F2
1) (+ -) -2, 6-dimethyl-7-octen-2-ol
2) 4-cyclohexyl-2-methyl-2-butanol
3) 1- (5, 5-dimethyl-1-cyclohexen-1-yl) -4-penten-1-one, source: switzerland Geneva Firmenich SA
4) Propionic acid (+) - (1S,1 'R) -2- [1- (3', 3 '-dimethyl-1' -cyclohexyl) ethoxy ] -2-methylpropyl ester, source: switzerland Geneva Firmenich SA
5) (+ -) -1- (octahydro-2, 3, 8-tetramethyl-2-naphthyl) -1-ethanone, source: international Flavors & Fragrances of the United states
6) (-) - (3aR, 5aS,9aS, 9bR) -3a,6, 9a-tetramethyldodecahydronaphtho [2,1-b ] furan, source: geneva SA of Genmenich, geneva
7) Oxacyclohexadec-2-one, source: switzerland Geneva Firmenich SA
TABLE 3: composition of fragrance F3
1) (E) -3-phenyl-2-propenal
2) 2-benzopyranone (2-CHROMENONE)
3) (+ -) -2-Methylbutyric acid ethyl ester
4) 3-ethoxy-4-hydroxybenzaldehydes
5) 2-methoxy-4- (2-propen-1-yl) phenol
6) 2-methyl-1, 3-dioxolane-2-acetic acid ethyl ester, source: international Flavors & Fragrances of the United states
7) (+ -) -4-caprolactone
8) METHYL (E) -3-phenyl-2-propenoic acid METHYL ester
9) 3-phenyl-1-propanol
10 (+ -) -4-undecalactone
11 Vanillin
12 (-) -2-tert-butyl-1-cyclohexyl acetate, from a source: international Flavors & Fragrances of the United states
TABLE 4: composition of the fragrance F4
1) Allyl (2/3-methylbutoxy) acetate
2) Acetic acid 2/3-methylbutyl ester
3) 4-methoxybenzaldehyde
4) 7-methyl-2H-1, 5-benzodioxepin-3 (4H) -one, source: switzerland Geneva Firmenich SA
5) (+ -) -3, 7-dimethyl-6-octen-1-ol
6) 3-hydroxy-2-methyl-4 (4H) -pyrones
7) (+ -) -4-decalactone
8) (+ -) -2, 6-dimethyl-7-octen-2-ol
9) 2-Methylbutanoic acid (+ -) -ethyl ester
10 (E/Z) -3, 7-dimethyl-1, 6-nonadien-3-ol
11 (+ -) -tetrahydro-2-isobutyl-4-methyl-4 (2H) -pyranol, from: switzerland intraductal Waters Firmenich SA
12 2-methyl-1, 3-dioxolane-2-acetic acid ethyl ester, from: switzerland intraductal Waters Firmenich SA
13 Methyl 2- ((1RS, 2RS) -3-oxo-2-pentylcyclopentyl) acetate, source: switzerland Geneva Firmenich SA
14 Trimethyl-3-cyclohexene-1-carbaldehyde
15 (+ -) - (3E) -3-methyl-4- (2, 6-trimethyl-2-cyclohexen-1-yl) -3-buten-2-one
16 (5RS, 9SR, 10RS) -2,6,9, 10-tetramethyl-1-oxaspiro [4.5] decane-3, 6-diene
17 (+ -) -3, 7-dimethyl-1, 6-octadien-3-ol
18 METHYL 2, 4-dihydroxy-3, 6-dimethylbenzoate
19 1- (5, 5-dimethyl-1-cyclohexen-1-yl) -4-penten-1-one, from: switzerland Geneva Firmenich SA
20 (+ -) -4-nonanolide
21 2-Phenylethanol
22 a/B-pinene
23 (+ -) -3,4 '-dimethylspiro [ ethylene oxide-2, 9' -tricyclo [ 6.2.1.0-2, 7- ] undecene [4] ene
24 Tetrahydro-4-methyl-2- (2-methyl-1-propenyl) -2H-pyran
25 (+ -) -4-undecalactone
26 (+ -) -2, 5-trimethyl-5-pentylcyclopentanone
27 (-) -2-tert-butyl-1-cyclohexyl acetate, from a source: international Flavors & Fragrances of the United states
28 Tricyclo [5.2.1.0 (2, 6) ] dec-3-en-8-yl propionate
Example 1
Preparation of the microemulsions according to the invention
The microemulsion according to the invention is prepared according to the protocol defined in the first section using the following ingredients:
mixtures of different primary surfactants
Mixtures of different auxiliaries
-different fragrances, and
-different fragrance loads.
The upper and lower temperature limits were determined using the experimental protocol defined in the second section.
The results are summarized in tables 5 and 6 below.
TABLE 5: with low fragrance load (use of different fragrances) + temperature limitComposition of microemulsions according to the invention in degrees centigrade
1) PEG (9) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
2) PEG (12) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
3) A blend of PPG-26 buthaneth-26 and PEG (40) hydrogenated castor oil; the source is as follows: LCW sensitive Cosmetic Technologies
4) PEG (60) hydrogenated castor oil; the source is as follows: degussa
5) Isopropyl alcohol; the source is as follows: carlo Erba Reagents
6) Ethanol; the source is as follows: carlo Erba Reagents
TABLE 6: composition of the microemulsion according to the invention with high fragrance load (using different fragrances and co-solvents) + temperature limit (. Degree. C.)
1) PEG (9) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
2) PEG (12) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
3) A blend of PPG-26 buthaneth-26 and PEG (40) hydrogenated castor oil; the source is as follows: LCW sensitive Cosmetic Technologies
4) PEG (60) hydrogenated castor oil; the source is as follows: degussa
5) Propylene glycol; the source is as follows: carlo Erba Reagents
6) Dipropylene glycol; the source is as follows: carlo Erba Reagents
7) Ethanol; the source is as follows: carlo Erba Reagents
8) Diisopropylidene glycerol; the source is as follows: rhodia Solvay group
9) PC 100, phosphatidyl choline
From these results it can be concluded that the microemulsions according to the invention with low fragrance load or with high fragrance load exhibit a wide range of clearing temperatures. This emphasizes good stability over a large range of oil phase concentrations.
Comparative example 2
Stable in a large temperature range
The microemulsions according to the invention and the comparative microemulsions were prepared according to the protocol defined in the first section.
The comparative microemulsion did not contain a mixture of a first PEG-modified hydrogenated castor oil having more than 19 PEG units in combination with a polypropoxylated-polyethoxylated alcohol (i.e., LRI (PPG-26 Butaneth-26 and PEG-40 hydrogenated castor oils; source: LCW sensor Cosmetic Technologies) in this example) as the first co-surfactant, or a second co-surfactant. In contrast, the microemulsion composition of the present invention still comprises LRI as the first co-surfactant and the second co-surfactant (see table 7).
TABLE 7: composition of microemulsion and transmission results (T%)
1) PEG (9) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
2) A blend of PPG-26 butyether-26 and PEG (40) hydrogenated castor oil; the source is as follows: LCW sensitive Cosmetic Technologies
3) PEG-60 hydrogenated castor oil; the source is as follows: degussa
Composition a has higher stability at high and low temperatures (transmission = 100%) and has a wider temperature stability range than comparative compositions B and C.
Comparative example 3
Microemulsion compositions using different surfactant systems
Microemulsions containing different surfactant systems were prepared (see table 8 below).
TABLE 8: composition of microemulsions with temperature limits (. Degree. C.)
1) PEG (9) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
2) PEG (12) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
3) A blend of PPG-26 butyether-26 and PEG (40) hydrogenated castor oil; the source is as follows: LCW sensor Cosmetic Technologies
4) PEG (40) hydrogenated castor oil; the source is as follows: BASF
5) PEG (60) hydrogenated castor oil; the source is as follows: degussa
6) PEG (30) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
These results show that in any case, the use of a combination of first and second co-surfactants synergistically increases the temperature stability of the microemulsion compared to systems using either the first or second co-surfactant alone.
Comparative example 4
Stability over a wide range of fragrance concentrations
Microemulsions were prepared according to the formulations of examples 5C, 5D and 8D of EP0571677 using fragrance F1. A concentrated fragrance/surfactant composition according to example 8D was prepared and diluted. The stability of formulations containing 30% to 0.5% oil phase at room temperature was compared.
The results are given in table 9 below.
TABLE 9: composition of microemulsion and transmission results (T%)
1) PEG (7) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
2) PEG (9) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
3) PEG (12) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
4) A blend of PPG-26 buthaneth-26 and PEG (40) hydrogenated castor oil; the source is as follows: LCW sensor Cosmetic Technologies
5) PEG (60) hydrogenated castor oil; the source is as follows: degussa
6) Propylene oxide ethylene oxide polymer monobutyl ester; the source is as follows: dow Chemicals
7) Dioctyl sodium sulfosuccinate; the source is as follows: alfa Aesar
The above results show that the microemulsions of the present invention are stable on the dilution line, whereas the comparative microemulsions show high instability at medium oil concentrations.
Example 5
Air freshener formulations (aerosols) comprising the compositions of the invention
The following air freshener formulations were prepared.
Watch 10: air freshener formula
| Tergitol 15S9 1) | 0.09 |
| Tergitol 15S12 2) | 0.16 |
| Tagat CH60 3) | 0.225 |
| Solubilizer LRI 4) | 0.025 |
| PG 5) | 0.5 |
| Aromatic F4 | 0.5 |
| 2-methyl-4-isothiazolin-3-one 6) | 0.1 |
| Citric acid 7) | 0.15 |
| Citric acid trisodium salt 8) | 0.38 |
| Inert gas propellant | 0.7 |
| Water (W) | 97.17 |
| Upper temperature limit [ deg.C] | 45.1 |
| Lower temperature limit [ deg.C ]] | 3 |
1) PEG (9) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
2) PEG (12) secondary alcohol ethoxylate; the source is as follows: dow Chemicals
3) PEG (60) hydrogenated castor oil; the source is as follows: degussa
4) A blend of PPG-26 buthaneth-26 and PEG (40) hydrogenated castor oil; the source is as follows: LCW sensor Cosmetic Technologies
5) Propylene glycol; the source is as follows: carlo Erba Reagents
6) A preservative; the source is as follows: aldrich
7) A pH adjusting agent; the source is as follows: acros
8) A pH adjusting agent; the source is as follows: fluka.
Claims (18)
1. A microemulsion, comprising:
-an oil phase comprising a hydrophobic active ingredient;
-an aqueous phase; and
-a surfactant system comprising:
a nonionic primary surfactant system;
a first nonionic cosurfactant system, and
a second nonionic co-surfactant system;
the method is characterized in that:
-the nonionic primary surfactant system comprises at least one ethoxylated alcohol having from 5 to 19 PEG units;
-the first non-ionic co-surfactant system comprises PEG-modified hydrogenated castor oil having more than 19 PEG units and polypropoxylated-polyethoxylated alcohol; and
-the second non-ionic co-surfactant system is selected from the group consisting of ethoxylated alcohols with more than 19 PEG units, PEG-modified hydrogenated castor oil with more than 19 PEG and mixtures thereof,
wherein
The PEG-modified hydrogenated castor oil with more than 19 PEG units comprised in the first non-ionic co-surfactant system is different from the PEG-modified hydrogenated castor oil with more than 19 PEG units comprised in the second non-ionic co-surfactant system,
the microemulsion comprises from 0.05 to 30 wt%, based on the total weight of the microemulsion, of a primary surfactant system,
the microemulsion contains 0.05 to 30 wt.%, based on the total weight of the microemulsion, of a co-surfactant system,
the weight ratio of the main surfactant system to the cosurfactant system is 5,
the weight ratio of the second co-surfactant system to the first co-surfactant system is 5
Wherein the surfactant system is free of cationic and anionic surfactants.
2. The microemulsion according to claim 1, wherein said hydrophobic active ingredient is a perfume.
3. The microemulsion according to claim 1 or 2, wherein the weight ratio Rw between the hydrophobic active ingredient and the surfactant system satisfies the following formula, 0.7 ≦ Rw ≦ 2.
4. The microemulsion according to claim 1 or 2, wherein the weight ratio Rw between the hydrophobic active ingredient and the surfactant system satisfies the following formula, 1 ≦ Rw ≦ 2.
5. The microemulsion according to claim 1, wherein the nonionic primary surfactant has an HLB of from 9 to 18.
6. The microemulsion according to claim 1, wherein the nonionic primary surfactant has an HLB of from 10 to 15.
7. The microemulsion according to claim 1, wherein the alkyl group of the ethoxylated alcohol comprised in the surfactant system is selected from the group consisting of linear, branched primary and secondary alcohols having a chain length comprising a total number of carbon atoms of between 8 and 18.
8. The microemulsion of claim 1, wherein the first co-surfactant system comprises PPG-26 butyether-26 and PEG-modified hydrogenated castor oil having 40 PEG units.
9. The microemulsion according to claim 1, wherein the second nonionic co-surfactant system comprises a nonionic surfactant selected from the group consisting of ethoxylated alcohols having 20 to 60 PEG units, PEG-modified hydrogenated castor oil having 20 to 60 PEG units, and mixtures thereof.
10. The microemulsion according to claim 8 or 9, wherein:
-the first co-surfactant system comprises PPG-26 butanoeth-26 and PEG-modified hydrogenated castor oil having 40 PEG units, and
-the second co-surfactant system comprises a non-ionic surfactant selected from the group consisting of PEG-modified hydrogenated castor oil with 30 PEG units, 40 PEG units, 60 PEG units.
11. The microemulsion of claim 1, wherein the microemulsion further comprises a water-miscible organic co-solvent selected from the group consisting of ethanol, propanol, propylene glycol, hexylene glycol, dipropylene glycol, glycerol, diisopropylene glycol, butylene glycol, isopropanol, and mixtures thereof.
12. The microemulsion of claim 11, wherein the organic co-solvent is 1, 3-butanediol.
13. A perfuming composition comprising a microemulsion as defined in any one of claims 1 to 12, at least one ingredient selected from the group consisting of a perfuming co-ingredient, a perfumery carrier and mixtures thereof, and optionally at least one perfumery adjuvant.
14. A consumer product comprising a microemulsion as defined in any one of claims 1 to 12 or a perfuming composition as defined in claim 13.
15. A consumer product according to claim 14, in the form of a household cleaning product, a household fragrance product, a pest control product or a shoe care product.
16. A consumer product according to claim 15 in the form of an air freshener.
17. A consumer product according to claim 14, in the form of a fine fragrance product or a personal care product.
18. The consumer product of claim 14, in the form of an oral care product.
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| EP17174036.8 | 2017-06-01 | ||
| PCT/EP2018/063634 WO2018219770A1 (en) | 2017-06-01 | 2018-05-24 | Aqueous microemulsion |
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| CN110709056B true CN110709056B (en) | 2022-12-13 |
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| EP (1) | EP3630055A1 (en) |
| JP (1) | JP7254718B2 (en) |
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| KR102618637B1 (en) * | 2023-06-07 | 2023-12-27 | 김민성 | Method of Making a Diffuser Composition That Provides Consistent Blending |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0572080A1 (en) * | 1992-05-29 | 1993-12-01 | Quest International B.V. | Aqueous perfume oil microemulsions |
| JP2008517051A (en) * | 2004-10-20 | 2008-05-22 | フイルメニツヒ ソシエテ アノニム | Flavor and fragrance solubilization systems |
| WO2009125441A1 (en) * | 2008-04-11 | 2009-10-15 | Maycos Italiana Di Comini Miro & C. S.A.S. | Solubilizing agent for essential oils and/or fragrances |
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|---|---|---|---|---|
| EP0571677A1 (en) | 1992-05-29 | 1993-12-01 | Unilever Plc | Aqueous parfume oil microemulsions |
| US5874073A (en) | 1997-05-05 | 1999-02-23 | Procter & Gamble | Styling shampoo compositions containing an odor masking base |
| EP1061050A1 (en) * | 1999-06-17 | 2000-12-20 | Lucent Technologies Inc. | Process for fabricating an article via sol-gel processing |
| US20050026805A1 (en) * | 2003-07-14 | 2005-02-03 | Ici Americas, Inc. | Solvated nonionic surfactants and fatty acids |
| EP1697492A1 (en) | 2003-11-28 | 2006-09-06 | Unilever Plc | Detergent compositions with improved maladour properties and process to make them |
| GB0513803D0 (en) | 2005-07-06 | 2005-08-10 | Unilever Plc | Fabric care composition |
| GB0524659D0 (en) | 2005-12-02 | 2006-01-11 | Unilever Plc | Improvements relating to fabric treatment compositions |
| GB0524665D0 (en) | 2005-12-02 | 2006-01-11 | Unilever Plc | Laundry composition |
| GB2432851A (en) | 2005-12-02 | 2007-06-06 | Unilever Plc | Laundry composition including polymer particles containing perfume and a non-ionic deposition aid |
| GB2432850A (en) | 2005-12-02 | 2007-06-06 | Unilever Plc | Polymeric particle comprising perfume and benefit agent, in particular a laundry composition |
| GB2432852A (en) | 2005-12-02 | 2007-06-06 | Unilever Plc | Laundry composition including polymer particles containing perfume and a cationic deposition aid |
| GB2432843A (en) | 2005-12-02 | 2007-06-06 | Unilever Plc | Perfume carrying polymeric particle |
| EP1989283A2 (en) | 2006-02-28 | 2008-11-12 | The Procter and Gamble Company | Compositions comprising benefit agent containing delivery particles |
| EP2021039A1 (en) * | 2006-05-03 | 2009-02-11 | Firmenich S.A. | Microemulsion composition for air freshener |
| PL2046269T3 (en) | 2006-08-01 | 2011-05-31 | Procter & Gamble | Benefit agent containing delivery particle |
| FR2927252B1 (en) * | 2008-02-12 | 2010-04-23 | Oreal | OIL-IN-WATER EMULSION CONTAINING AN AMPHIPHILE POLYMER |
| US8178078B2 (en) * | 2008-06-13 | 2012-05-15 | S.C. Johnson & Son, Inc. | Compositions containing a solvated active agent suitable for dispensing as a compressed gas aerosol |
| FR2968941B1 (en) | 2010-12-21 | 2014-06-06 | Oreal | COSMETIC COMPOSITION COMPRISING A PARTICULAR ZINC SALT AND STARCH |
| WO2013174615A2 (en) | 2012-05-22 | 2013-11-28 | Unilever N.V. | Personal care composition |
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|---|---|---|---|---|
| EP0572080A1 (en) * | 1992-05-29 | 1993-12-01 | Quest International B.V. | Aqueous perfume oil microemulsions |
| JP2008517051A (en) * | 2004-10-20 | 2008-05-22 | フイルメニツヒ ソシエテ アノニム | Flavor and fragrance solubilization systems |
| WO2009125441A1 (en) * | 2008-04-11 | 2009-10-15 | Maycos Italiana Di Comini Miro & C. S.A.S. | Solubilizing agent for essential oils and/or fragrances |
Also Published As
| Publication number | Publication date |
|---|---|
| US20200306152A1 (en) | 2020-10-01 |
| CN110709056A (en) | 2020-01-17 |
| EP3630055A1 (en) | 2020-04-08 |
| JP7254718B2 (en) | 2023-04-10 |
| WO2018219770A1 (en) | 2018-12-06 |
| JP2020521632A (en) | 2020-07-27 |
| BR112019023943A2 (en) | 2020-06-09 |
| KR20200010517A (en) | 2020-01-30 |
| US11504310B2 (en) | 2022-11-22 |
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